EA200200939A1 - METHOD OF OBTAINING CYTALOPRAMA - Google Patents
METHOD OF OBTAINING CYTALOPRAMAInfo
- Publication number
- EA200200939A1 EA200200939A1 EA200200939A EA200200939A EA200200939A1 EA 200200939 A1 EA200200939 A1 EA 200200939A1 EA 200200939 A EA200200939 A EA 200200939A EA 200200939 A EA200200939 A EA 200200939A EA 200200939 A1 EA200200939 A1 EA 200200939A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- halogen
- formula
- citalopram
- followed
- defined above
- Prior art date
Links
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- WSEQXVZVJXJVFP-HXUWFJFHSA-N (R)-citalopram Chemical compound C1([C@@]2(C3=CC=C(C=C3CO2)C#N)CCCN(C)C)=CC=C(F)C=C1 WSEQXVZVJXJVFP-HXUWFJFHSA-N 0.000 abstract 4
- 229960001653 citalopram Drugs 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 238000002955 isolation Methods 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Neurology (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Steroid Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Настоящее изобретение относится к способу получения циталопрама, который включает взаимодействие соединения формулы (II) с соединением, имеющим формулу (III), где R представляет собой галоген или -O-SO-X, где Х представляет собой алкил, алкенил, алкинил или необязательно алкилзамещенный арил или аралкил и Rпредставляет собой диметиламино, галоген или -O-SO-X, где Х такой, как определен выше, при условии, что R не является галогеном, когда Rпредставляет собой диметиламино; и если Rпредставляет собой диметиламино, с последующим выделением основания циталопрама или его фармацевтически приемлемой соли добавления кислот, и если Rпредставляет собой галоген или -O-SO-X, где Х такой, как определен выше, с последующим преобразованием полученного соединения формулы, где Rпредставляет собой галоген или группу формулы -O-SO-X, где Х такой как определен выше, в циталопрам, с последующим выделением основания циталопрама или его фармацевтически приемлемой соли добавления кислот.Международная заявка была опубликована вместе с отчетом о международном поиске.The present invention relates to a method for producing citalopram, which comprises reacting a compound of formula (II) with a compound having formula (III), where R is halogen or —O — SO — X, where X is alkyl, alkenyl, alkynyl or optionally alkyl substituted aryl or aralkyl and R 1 is dimethylamino, halogen or —O — SO — X, where X is as defined above, provided that R is not a halogen when R represents dimethylamino; and if R is dimethylamino, followed by isolation of the base of citalopram or its pharmaceutically acceptable acid addition salt, and if R is halogen or -O-SO-X, where X is as defined above, followed by conversion of the resulting compound of the formula, where R is halogen or a group of the formula —O — SO — X, where X is as defined above, in citalopram, followed by isolation of the base of citalopram or its pharmaceutically acceptable acid addition salt. The international application was published together the international search report.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200000353 | 2000-03-03 | ||
| PCT/DK2001/000140 WO2001051478A1 (en) | 2000-03-03 | 2001-03-01 | Method for the preparation of citalopram |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA200200939A1 true EA200200939A1 (en) | 2003-02-27 |
| EA005491B1 EA005491B1 (en) | 2005-02-24 |
Family
ID=8159277
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA200200939A EA005491B1 (en) | 2000-03-03 | 2001-03-01 | Method for the preparation of citalopram |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US6768011B2 (en) |
| EP (1) | EP1263750A1 (en) |
| JP (1) | JP2003519692A (en) |
| KR (1) | KR20020080450A (en) |
| CN (1) | CN1411454A (en) |
| AR (1) | AR027559A1 (en) |
| AU (1) | AU2001240469A1 (en) |
| BE (1) | BE1011481A6 (en) |
| BG (1) | BG107050A (en) |
| BR (1) | BR0109022A (en) |
| CA (1) | CA2401374A1 (en) |
| EA (1) | EA005491B1 (en) |
| FR (1) | FR2805814A1 (en) |
| GR (1) | GR1003795B (en) |
| HR (1) | HRP20020742A2 (en) |
| HU (1) | HUP0300060A3 (en) |
| IE (1) | IES20010157A2 (en) |
| IL (1) | IL151467A0 (en) |
| IS (1) | IS6526A (en) |
| IT (1) | ITMI20010444A1 (en) |
| MX (1) | MXPA02008634A (en) |
| NL (1) | NL1017417C1 (en) |
| NO (1) | NO20024180L (en) |
| NZ (1) | NZ521200A (en) |
| PL (1) | PL358543A1 (en) |
| SK (1) | SK14152002A3 (en) |
| TR (1) | TR200202096T2 (en) |
| WO (1) | WO2001051478A1 (en) |
| ZA (1) | ZA200206846B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU759716B2 (en) | 1999-04-14 | 2003-04-17 | H. Lundbeck A/S | Method for the preparation of citalopram |
| IES20010157A2 (en) | 2000-03-03 | 2002-03-06 | Lundbeck & Co As H | Method for the preparation of citalopram |
| GB0005477D0 (en) | 2000-03-07 | 2000-04-26 | Resolution Chemicals Limited | Process for the preparation of citalopram |
| IL151490A0 (en) | 2000-03-13 | 2003-04-10 | Lundbeck & Co As H | Method for the preparation of citalopram |
| WO2001068629A1 (en) | 2000-03-13 | 2001-09-20 | H. Lundbeck A/S | Stepwise alkylation of 5-substituted 1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| NL1017500C1 (en) | 2000-03-13 | 2001-04-26 | Lundbeck & Co As H | Process for the preparation of Citalopram. |
| DE60101786T2 (en) | 2000-03-14 | 2004-07-15 | H. Lundbeck A/S, Valby | METHOD FOR PRODUCING CITALOPRAM |
| AR032455A1 (en) | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF CITALOPRAM, AN INTERMEDIARY EMPLOYED IN THE METHOD, A METHOD FOR THE PREPARATION OF THE INTERMEDIARY EMPLOYED IN THE METHOD AND PHARMACEUTICAL COMPOSITION ANTIDEPRESSIVE |
| HUP0401934A3 (en) * | 2001-11-08 | 2007-05-29 | Sepracor Inc | Methods for treating depression and other cns disorders using enantiomerically enriched desmethyl- and didesmethyl-metabolites of citalopram |
| PE20040991A1 (en) | 2002-08-12 | 2004-12-27 | Lundbeck & Co As H | SEPARATION OF INTERMEDIARIES FOR THE PREPARATION OF ESCITALOPRAM |
| AU2003223105A1 (en) * | 2003-03-24 | 2004-10-18 | Hetero Drugs Limited | Novel crystalline forms of (s)-citalopram oxalate |
| TWI339651B (en) | 2004-02-12 | 2011-04-01 | Lundbeck & Co As H | Method for the separation of intermediates which may be used for the preparation of escitalopram |
| GB0601286D0 (en) | 2006-01-23 | 2006-03-01 | Sandoz Ag | Asymmetric synthesis |
Family Cites Families (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1143702A (en) | 1965-03-18 | |||
| GB1526331A (en) | 1976-01-14 | 1978-09-27 | Kefalas As | Phthalanes |
| GB8419963D0 (en) | 1984-08-06 | 1984-09-12 | Lundbeck & Co As H | Intermediate compound and method |
| GB8814057D0 (en) * | 1988-06-14 | 1988-07-20 | Lundbeck & Co As H | New enantiomers & their isolation |
| US5296507A (en) | 1990-09-06 | 1994-03-22 | H.Lundbeck A/S | Treatment of cerbrovascular disorders |
| DE19626659A1 (en) | 1996-07-03 | 1998-01-08 | Basf Ag | Process for the production of phthalides |
| DE19627697A1 (en) | 1996-07-10 | 1998-01-15 | Basf Ag | Process for the production of phthalides |
| EA001728B1 (en) | 1997-07-08 | 2001-08-27 | Х.Лундбекк А/С | Method for the praparation of citalopram |
| UA62985C2 (en) | 1997-11-10 | 2004-01-15 | Lunnbeck As H | A method for the preparation of citalopram |
| CZ292911B6 (en) | 1997-11-11 | 2004-01-14 | H. Lundbeck A/S | Process for preparing citalopram |
| NZ510858A (en) | 1998-10-20 | 2003-11-28 | H | Method for the preparation of citalopram |
| TR200101796T2 (en) | 1998-12-23 | 2001-11-21 | H. Lundbeck A/S | 5-Method for the preparation of cyanophthalitis |
| AR022329A1 (en) | 1999-01-29 | 2002-09-04 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF 5-CYANOFTALIDE |
| AU759716B2 (en) | 1999-04-14 | 2003-04-17 | H. Lundbeck A/S | Method for the preparation of citalopram |
| ITMI991581A1 (en) | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF CITALOPRAM |
| ITMI991579A1 (en) | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF CITALOPRAM |
| ITMI991486A1 (en) | 1999-07-06 | 2001-01-06 | Vis Farmaceutici S P A | PROCESS FOR THE SYNTHESIS OF CITALOPRAM |
| EP1228056B1 (en) | 1999-10-25 | 2004-09-22 | H. Lundbeck A/S | Method for the preparation of citalopram |
| US6310222B1 (en) | 1999-11-01 | 2001-10-30 | Sumika Fine Chemicals Co., Ltd. | Production method of 5-phthalancarbonitrile compound, intermediate therefor and production method of the intermediate |
| AR026063A1 (en) | 1999-11-01 | 2002-12-26 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF 5-CARBOXIFTALIDA. |
| PT1246812E (en) | 1999-12-28 | 2004-08-31 | Lundbeck & Co As H | METHOD FOR PREPARING CITALOPRAM |
| UA73336C2 (en) | 1999-12-30 | 2005-07-15 | Lundbeck & Co As H | A method for the preparation of 5-cyano-phtalid |
| ES2206177T3 (en) | 2000-01-14 | 2004-05-16 | H. Lundbeck A/S | METHOD FOR THE PREPARATION OF 5-CYANOFTALIDE. |
| IT1317729B1 (en) | 2000-01-18 | 2003-07-15 | Norpharma S P A | PROCEDURE FOR THE PREPARATION OF 5-CARBOXYPHTHALIDE. |
| US6433196B1 (en) | 2000-02-17 | 2002-08-13 | Sumika Fine Chemicals Co., Ltd. | Production method of citalopram, intermediate therefor and production method of the intermediate |
| IES20010143A2 (en) | 2000-02-24 | 2001-07-25 | Lundbeck & Co As H | Method for the preparation of citalopram |
| FR2805812A1 (en) * | 2000-02-24 | 2001-09-07 | Lundbeck & Co As H | PROCESS FOR THE PREPARATION OF CITALOPRAM |
| IES20010157A2 (en) | 2000-03-03 | 2002-03-06 | Lundbeck & Co As H | Method for the preparation of citalopram |
| GB0005477D0 (en) | 2000-03-07 | 2000-04-26 | Resolution Chemicals Limited | Process for the preparation of citalopram |
| WO2001068629A1 (en) | 2000-03-13 | 2001-09-20 | H. Lundbeck A/S | Stepwise alkylation of 5-substituted 1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| GB2357762B (en) | 2000-03-13 | 2002-01-30 | Lundbeck & Co As H | Crystalline base of citalopram |
| NL1017500C1 (en) | 2000-03-13 | 2001-04-26 | Lundbeck & Co As H | Process for the preparation of Citalopram. |
| IL151490A0 (en) | 2000-03-13 | 2003-04-10 | Lundbeck & Co As H | Method for the preparation of citalopram |
| DE60101786T2 (en) | 2000-03-14 | 2004-07-15 | H. Lundbeck A/S, Valby | METHOD FOR PRODUCING CITALOPRAM |
| PL360115A1 (en) | 2000-03-16 | 2004-09-06 | H.Lundbeck A/S | Method for the preparation of 5-cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| AR032455A1 (en) | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF CITALOPRAM, AN INTERMEDIARY EMPLOYED IN THE METHOD, A METHOD FOR THE PREPARATION OF THE INTERMEDIARY EMPLOYED IN THE METHOD AND PHARMACEUTICAL COMPOSITION ANTIDEPRESSIVE |
| WO2002004435A1 (en) | 2000-07-06 | 2002-01-17 | H. Lundbeck A/S | Method for the preparation of citalopram |
| IL144816A (en) | 2000-08-18 | 2005-09-25 | Lundbeck & Co As H | Method for the preparation of citalopram |
| IL147226A (en) | 2000-12-22 | 2006-04-10 | Lundbeck & Co As H | Process for the preparation of pure citalopram |
| PL353369A1 (en) | 2000-12-28 | 2003-11-17 | H.Lundbeck A/S | Process for the preparation of pure citalopram |
-
2001
- 2001-02-21 IE IE20010157A patent/IES20010157A2/en not_active IP Right Cessation
- 2001-02-21 NL NL1017417A patent/NL1017417C1/en not_active IP Right Cessation
- 2001-02-27 AR ARP010100886A patent/AR027559A1/en unknown
- 2001-03-01 EP EP01911454A patent/EP1263750A1/en not_active Withdrawn
- 2001-03-01 WO PCT/DK2001/000140 patent/WO2001051478A1/en not_active Ceased
- 2001-03-01 JP JP2001551860A patent/JP2003519692A/en not_active Withdrawn
- 2001-03-01 BR BR0109022-4A patent/BR0109022A/en not_active IP Right Cessation
- 2001-03-01 MX MXPA02008634A patent/MXPA02008634A/en not_active Application Discontinuation
- 2001-03-01 TR TR2002/02096T patent/TR200202096T2/en unknown
- 2001-03-01 PL PL01358543A patent/PL358543A1/en not_active Application Discontinuation
- 2001-03-01 SK SK1415-2002A patent/SK14152002A3/en unknown
- 2001-03-01 IL IL15146701A patent/IL151467A0/en unknown
- 2001-03-01 KR KR1020027011336A patent/KR20020080450A/en not_active Withdrawn
- 2001-03-01 EA EA200200939A patent/EA005491B1/en not_active IP Right Cessation
- 2001-03-01 HR HR20020742A patent/HRP20020742A2/en not_active Application Discontinuation
- 2001-03-01 CN CN01806029A patent/CN1411454A/en active Pending
- 2001-03-01 AU AU2001240469A patent/AU2001240469A1/en not_active Abandoned
- 2001-03-01 CA CA002401374A patent/CA2401374A1/en not_active Abandoned
- 2001-03-01 NZ NZ521200A patent/NZ521200A/en unknown
- 2001-03-01 HU HU0300060A patent/HUP0300060A3/en unknown
- 2001-03-02 FR FR0102896A patent/FR2805814A1/en active Pending
- 2001-03-02 BE BE2001/0143A patent/BE1011481A6/en not_active IP Right Cessation
- 2001-03-05 GR GR20010100106A patent/GR1003795B/en unknown
- 2001-03-05 IT IT2001MI000444A patent/ITMI20010444A1/en unknown
-
2002
- 2002-08-27 ZA ZA200206846A patent/ZA200206846B/en unknown
- 2002-08-27 IS IS6526A patent/IS6526A/en unknown
- 2002-08-29 US US10/232,994 patent/US6768011B2/en not_active Expired - Fee Related
- 2002-09-02 BG BG107050A patent/BG107050A/en unknown
- 2002-09-02 NO NO20024180A patent/NO20024180L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA02008634A (en) | 2003-02-24 |
| US6768011B2 (en) | 2004-07-27 |
| HRP20020742A2 (en) | 2004-02-29 |
| US20030092761A1 (en) | 2003-05-15 |
| AR027559A1 (en) | 2003-04-02 |
| IS6526A (en) | 2002-08-27 |
| HUP0300060A3 (en) | 2005-02-28 |
| HUP0300060A2 (en) | 2003-05-28 |
| IL151467A0 (en) | 2003-04-10 |
| KR20020080450A (en) | 2002-10-23 |
| TR200202096T2 (en) | 2003-01-21 |
| WO2001051478A1 (en) | 2001-07-19 |
| BR0109022A (en) | 2003-06-03 |
| GR1003795B (en) | 2002-02-08 |
| PL358543A1 (en) | 2004-08-09 |
| NO20024180D0 (en) | 2002-09-02 |
| ITMI20010444A1 (en) | 2002-09-05 |
| EA005491B1 (en) | 2005-02-24 |
| IES20010157A2 (en) | 2002-03-06 |
| BE1011481A6 (en) | 2001-07-03 |
| NZ521200A (en) | 2004-03-26 |
| NO20024180L (en) | 2002-09-02 |
| CN1411454A (en) | 2003-04-16 |
| FR2805814A1 (en) | 2001-09-07 |
| BG107050A (en) | 2003-05-30 |
| CA2401374A1 (en) | 2001-07-19 |
| SK14152002A3 (en) | 2003-03-04 |
| ZA200206846B (en) | 2003-08-27 |
| JP2003519692A (en) | 2003-06-24 |
| EP1263750A1 (en) | 2002-12-11 |
| AU2001240469A1 (en) | 2001-07-24 |
| NL1017417C1 (en) | 2001-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): AM AZ BY KZ KG MD TJ TM RU |